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[(3R,5R,8S,9R,10S,13R,14S,16S,17S)-14-hydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] formate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 5a4eb1d2-140a-40c6-a1a8-59ef4c544ab8
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name [(3R,5R,8S,9R,10S,13R,14S,16S,17S)-14-hydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] formate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H54O14/c1-17-32(50-33-31(43)30(42)29(41)25(14-37)49-33)23(39)12-27(47-17)48-20-6-8-34(2)19(11-20)4-5-22-21(34)7-9-35(3)28(18-10-26(40)45-15-18)24(46-16-38)13-36(22,35)44/h10,16-17,19-25,27-33,37,39,41-44H,4-9,11-15H2,1-3H3/t17-,19-,20-,21-,22+,23+,24+,25-,27+,28-,29-,30+,31-,32-,33+,34+,35-,36+/m1/s1
InChI Key JSYPSFBOWMBWAC-IYEQQEIXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H54O14
Molecular Weight 710.80 g/mol
Exact Mass 710.35135639 g/mol
Topological Polar Surface Area (TPSA) 211.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 0.46
H-Bond Acceptor 14
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3R,5R,8S,9R,10S,13R,14S,16S,17S)-14-hydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] formate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8036 80.36%
Caco-2 - 0.8888 88.88%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8375 83.75%
OATP2B1 inhibitior - 0.8704 87.04%
OATP1B1 inhibitior + 0.9072 90.72%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7443 74.43%
P-glycoprotein inhibitior + 0.6958 69.58%
P-glycoprotein substrate + 0.7874 78.74%
CYP3A4 substrate + 0.7240 72.40%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9007 90.07%
CYP3A4 inhibition - 0.8550 85.50%
CYP2C9 inhibition - 0.9070 90.70%
CYP2C19 inhibition - 0.9340 93.40%
CYP2D6 inhibition - 0.9458 94.58%
CYP1A2 inhibition - 0.9232 92.32%
CYP2C8 inhibition + 0.4562 45.62%
CYP inhibitory promiscuity - 0.9425 94.25%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5614 56.14%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9255 92.55%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9387 93.87%
Ames mutagenesis + 0.5007 50.07%
Human Ether-a-go-go-Related Gene inhibition + 0.7695 76.95%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6217 62.17%
skin sensitisation - 0.9286 92.86%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.8297 82.97%
Acute Oral Toxicity (c) I 0.8759 87.59%
Estrogen receptor binding + 0.7826 78.26%
Androgen receptor binding + 0.8114 81.14%
Thyroid receptor binding - 0.6781 67.81%
Glucocorticoid receptor binding + 0.6404 64.04%
Aromatase binding + 0.6800 68.00%
PPAR gamma + 0.6885 68.85%
Honey bee toxicity - 0.5963 59.63%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9628 96.28%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.46% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 97.19% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.90% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.86% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.88% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.83% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.29% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.37% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.42% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.37% 85.14%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.11% 96.21%
CHEMBL4208 P20618 Proteasome component C5 84.81% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.77% 89.00%
CHEMBL2581 P07339 Cathepsin D 83.93% 98.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.81% 94.33%
CHEMBL1871 P10275 Androgen Receptor 83.23% 96.43%
CHEMBL220 P22303 Acetylcholinesterase 83.15% 94.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.96% 96.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.86% 92.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.41% 94.00%
CHEMBL1937 Q92769 Histone deacetylase 2 80.80% 94.75%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 80.78% 94.23%
CHEMBL226 P30542 Adenosine A1 receptor 80.36% 95.93%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.29% 92.94%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Digitalis lanata

Cross-Links

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PubChem 163004561
LOTUS LTS0254767
wikiData Q105134648